Ammonia → 4-Amino-6-chloro-5-(o-methoxyphenoxy)pyrimidine
Reaction equation
[NH3:1].[Cl:2][C:3]1[C:8]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])=[C:7](Cl)[N:6]=[CH:5][N:4]=1>C(O)C>[NH2:1][C:7]1[C:8]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])=[C:3]([Cl:2])[N:4]=[CH:5][N:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -78 °C
Procedure
105 ml of ammonia were passed into a solution of 7 g of 4,6-dichloro-5-(o-methoxyphenoxy)pyrimidine in 140 ml of ethanol at -78° C. The reaction mixture was stirred for 15 hours at -78° C. and for 50 hours at room temperature and then concentrated. The residue was distributed between ethyl acetate and water and the organic phase worked up. There were obtained 6.45 g of 4-amino-6-chloro-5-(o-methoxyphenoxy)pyrimidine as white crystals.
Workup
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-9222b22acdea483785a68ce52229c18e
- Source dataset
- uspto-grants-1994_03
- Patent number
- US05292740
Reaction notes
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